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Highwood, IL real estate

Compare top Highwood real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 2026.*


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Highwood real estate Market Report.

Information and statistics on the latest trends in the Highwood real estate market. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$643K
-10% from Q2 '26
Median list price
$767K
+15% from Q2 '26
Active listings
30
+36% from Q2 '26
Homes sold
12
+33% from Q2 '26
New pendings
13
-7.1% from Q2 '26
New listings
15
+7.1% from Q2 '26

Quarterly Pricing Trends for Highwood

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Highwood Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $399K Median sale price in Jan 2022 - Mar 2022: $328K Median sale price in Apr 2022 - Jun 2022: $435K Median sale price in Jul 2022 - Sep 2022: $330K Median sale price in Oct 2022 - Dec 2022: $360K Median sale price in Jan 2023 - Mar 2023: $245K Median sale price in Apr 2023 - Jun 2023: $588K Median sale price in Jul 2023 - Sep 2023: $430K Median sale price in Oct 2023 - Dec 2023: $455K Median sale price in Jan 2024 - Mar 2024: $413K Median sale price in Apr 2024 - Jun 2024: $430K Median sale price in Jul 2024 - Sep 2024: $523K Median sale price in Oct 2024 - Dec 2024: $649K Median sale price in Jan 2025 - Mar 2025: $380K Median sale price in Apr 2025 - Jun 2025: $464K Median sale price in Jul 2025 - Sep 2025: $350K Median sale price in Oct 2025 - Dec 2025: $438K Median sale price in Jan 2026 - Mar 2026: $343K Median sale price in Apr 2026 - Jun 2026: $715K Median sale price in Jul 2026 - Sep 2026: $643K Median list price in Oct 2021 - Dec 2021: $307K Median list price in Jan 2022 - Mar 2022: $385K Median list price in Apr 2022 - Jun 2022: $393K Median list price in Jul 2022 - Sep 2022: $325K Median list price in Oct 2022 - Dec 2022: $599K Median list price in Jan 2023 - Mar 2023: $358K Median list price in Apr 2023 - Jun 2023: $519K Median list price in Jul 2023 - Sep 2023: $475K Median list price in Oct 2023 - Dec 2023: $185K Median list price in Jan 2024 - Mar 2024: $402K Median list price in Apr 2024 - Jun 2024: $480K Median list price in Jul 2024 - Sep 2024: $499K Median list price in Oct 2024 - Dec 2024: $599K Median list price in Jan 2025 - Mar 2025: $512K Median list price in Apr 2025 - Jun 2025: $372K Median list price in Jul 2025 - Sep 2025: $485K Median list price in Oct 2025 - Dec 2025: $350K Median list price in Jan 2026 - Mar 2026: $600K Median list price in Apr 2026 - Jun 2026: $665K Median list price in Jul 2026 - Sep 2026: $767K Oct 2021 - Dec 2021 Median sale price $399K Median list price $307K Jan 2022 - Mar 2022 Median sale price $328K Median list price $385K Apr 2022 - Jun 2022 Median sale price $435K Median list price $393K Jul 2022 - Sep 2022 Median sale price $330K Median list price $325K Oct 2022 - Dec 2022 Median sale price $360K Median list price $599K Jan 2023 - Mar 2023 Median sale price $245K Median list price $358K Apr 2023 - Jun 2023 Median sale price $588K Median list price $519K Jul 2023 - Sep 2023 Median sale price $430K Median list price $475K Oct 2023 - Dec 2023 Median sale price $455K Median list price $185K Jan 2024 - Mar 2024 Median sale price $413K Median list price $402K Apr 2024 - Jun 2024 Median sale price $430K Median list price $480K Jul 2024 - Sep 2024 Median sale price $523K Median list price $499K Oct 2024 - Dec 2024 Median sale price $649K Median list price $599K Jan 2025 - Mar 2025 Median sale price $380K Median list price $512K Apr 2025 - Jun 2025 Median sale price $464K Median list price $372K Jul 2025 - Sep 2025 Median sale price $350K Median list price $485K Oct 2025 - Dec 2025 Median sale price $438K Median list price $350K Jan 2026 - Mar 2026 Median sale price $343K Median list price $600K Apr 2026 - Jun 2026 Median sale price $715K Median list price $665K Jul 2026 - Sep 2026 Median sale price $643K Median list price $767K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
23
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Highwood currently leans toward sellers, with the market gauge signaling a seller’s market. Inventory is still limited at about three months of supply, even after a sharp year-over-year increase. Homes are also sitting longer, with the rolling three-month median days on market up slightly from last year.

Prices have moved noticeably higher over the past year on this rolling three-month view. The typical home value is up more than 80 percent year over year, and the median list price has climbed by over 50 percent, showing that sellers are testing higher price points. Activity has also picked up, as homes sold have inched up from a year ago while new listings have almost doubled, giving buyers more options without fully tipping the balance in their favor.

More properties are hitting the market, with active listings roughly doubling compared with last year, yet about a third of recent sales still closed above the asking price. At the same time, the average sale-to-list ratio hovers just under 100 percent, indicating that many sellers are pricing close to what buyers are ultimately willing to pay. In a market where conditions tilt toward sellers but options for buyers are expanding, Agent Pronto can connect both buyers and sellers with an agent who understands Highwood’s shifting trends and can guide their next move confidently.



Learn more about what Highwood has to offer.

Highwood offers residents a welcoming, walkable community with vibrant local dining, shops, parks, and a friendly, active neighborhood vibe.

Highwood feels distinct from its North Shore neighbors by mixing a tight-knit, small city character with a lively restaurant and arts scene. Just north of Highland Park, it offers walkable blocks, local festivals, and renowned dining that draw both longtime residents and new arrivals.

Downtown Highwood centers on Green Bay Road, where you will find destination spots like Disotto Ristorante and Arriva Dolce alongside casual bars, music venues, and neighborhood services. Seasonal events, including evening markets and food festivals, give the area an energy that feels more urban than many nearby communities.

Outdoor access is a major part of life here. Residents enjoy the lakefront at Millard Park in nearby Lake Forest, local playgrounds, and athletic programs through the Park District of Highland Park. The Highwood Metra station offers a straightforward rail commute to Chicago, which adds appeal for professionals who want both city access and a strong community base.

Families appreciate access to North Shore School District 112 and Highland Park High School, and residents rely on nearby resources like the Highwood Public Library & Community Center for programs and services.

Whether you plan to buy or sell in Highwood, timing and preparation matter in this competitive pocket of the North Shore. Agent Pronto can connect you with a local real estate professional who understands the nuances of this market and can guide you confidently through your next move.

Find your Highwood real estate agent today →


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See why so many people rely on Agent Pronto to make their real estate journey a success.

“Renee is an incredibly knowledgeable agent that has a lot of experience, cares about her clients, and is trustworthy !! She knows the ins and outs of current real estate markets and how to strategically price a property so that it will sell in a timely manner but with the highest yield!! She has sold two of our properties over the last eight years (one in Illinois and one in Wisconsin) and we received more than we expected on each of the sales!! We cannot recommend her highly enough! Thank you so much, Renee!!”

Val · Elkhorn, WI

Photo of Renee OBrien Group
Keller Williams North Shore West
“I highly recommend working with Meldina! She is incredibly accommodating and always willing to show the properties, even on the short notice. She is very knowledgeable about the location we are exploring and her positive attitude, amazing energy and solution oriented mindset truly make a difference.Her professionalism and enthusiasm make the entire experience enjoyable. Thank you, Meldina, for you outstanding support and dedication.”

Alma A · Skokie, IL

Photo of Meldina Realty Group
Century 21 Dream Homes
“I can’t say enough wonderful things about Steve Goodman and the experience we’ve had working with him over the past 10 years. Steve was my realtor when I purchased my very first condo, and 10 years later, he was right there with us as we sold that condo and purchased what we hope will be our forever home. Having the opportunity to work with the same realtor through such an important chapter of our lives speaks volumes about the trust and confidence we have in him. What sets Steve apart is that he genuinely puts his clients’ best interests first. He is never pushy or focused on simply making a sale. Instead, he takes the time to listen, answer every question, offer honest advice, and make sure you feel comfortable with every decision. He is incredibly patient, knowledgeable, and always willing to go the extra mile.”

Joanna · Des Plaines, IL

Photo of Steven Goodman
RE/MAX Suburban
“Emir is a wonderful agent! His expertise in real estate was great and he was extremely helpful with any questions. He was patient and always responded in a timely manner. I would highly recommend hiring Emir as your agent!”

Merim Vilic · Des Plaines, IL

Photo of Emir Vulic
Owners.com
“Our house could be considered high end property in the neighborhood. Cinny worked hard to get it under the contract in a week and sold our house a little over a month. We are happy about the result. During the process, there were ups and downs which made us nervious. Cinny listened to our concerns and gave us professional advice.”

Liyuan Hu · Chicago, IL

Photo of Cinny Chui
Century 21 Realty Associates
“Best realtor! Has helped us with two properties and always easy to work with and super prompt with communication. Will be using him for future properties!”

Zoya · Bolingbrook, IL

Photo of Ryan Saoudi
Ryan Saoudi Realtor / Schaumburg / Chicagoland / Exp Realty
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”

Bill Zabresky · Wheeling, IL

Photo of Lizette Andrews Delgado
REALTY OF AMERICA
“Juan helped us immensely in buying our first home and answered every question we had. Would 100% recommend.”

Sara S. · Oak Park, IL

Photo of Juan Espinosa
E-Professionals Realty, LLC
“I had an amazing experience working with Erick when purchasing my new home. From the very beginning, he took the time to understand exactly what I was looking for and offered valuable insights into the housing market. Erick was incredibly knowledgeable, patient, and responsive, answering all my questions and guiding me through every step of the process. The process of finding the perfect home can be overwhelming, but Erick made it seamless. He was always available to schedule viewings at my convenience, and when we found the right place, he worked tirelessly to ensure my offer was competitive and that all the paperwork was handled efficiently. Thanks to Erick, I now own a home that I absolutely love. I highly recommend him to anyone looking for a dedicated and professional real estate agent.”

Lizette · Addison, IL

Photo of Erick Coley
Berkshire Hathaway American Heritage
“I found a great agent! We were able to sell the property within three days after it was listed. It was a pleasure working with Diana Matichyn and her team. I would highly recommend her.”

Daniela J. · Palatine, IL

Photo of Diana Matichyn
Coldwell Banker Realty
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”

Kathleen and Joe · Wheaton, IL

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Easily one of the best realtors, he was extremely friendly didn’t rush us for houses tours. He also showed my family and me plenty of houses on the market for months.”

Nate Henley · Matteson, IL

Photo of Christine & Ramon Corp
Christine & Ramon Corp

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Highwood. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.